[(E,5R)-7-oxo-1-thiophen-2-ylnon-3-en-1-yn-5-yl] 3-methylbutanoate

Details

• Internal ID: 658303cd-d3db-4c24-9716-118fdaff7e17
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acid esters
• IUPAC Name: [(E,5R)-7-oxo-1-thiophen-2-ylnon-3-en-1-yn-5-yl] 3-methylbutanoate
• SMILES (Canonical): CCC(=O)CC(C=CC#CC1=CC=CS1)OC(=O)CC(C)C
• SMILES (Isomeric): CCC(=O)C[C@H](/C=C/C#CC1=CC=CS1)OC(=O)CC(C)C
• InChI: InChI=1S/C18H22O3S/c1-4-15(19)13-16(21-18(20)12-14(2)3)8-5-6-9-17-10-7-11-22-17/h5,7-8,10-11,14,16H,4,12-13H2,1-3H3/b8-5+/t16-/m0/s1
• InChI Key: LQVIXLRPXYSVEP-WHWKNOJMSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₃S
• Molecular Weight: 318.40 g/mol
• Exact Mass: 318.12896573 g/mol
• Topological Polar Surface Area (TPSA): 71.60 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 3.98
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9941	99.41%
Caco-2	-	0.5382	53.82%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.6322	63.22%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8346	83.46%
OATP1B3 inhibitior	+	0.9335	93.35%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6377	63.77%
P-glycoprotein inhibitior	-	0.7114	71.14%
P-glycoprotein substrate	-	0.7570	75.70%
CYP3A4 substrate	+	0.5216	52.16%
CYP2C9 substrate	-	0.6043	60.43%
CYP2D6 substrate	-	0.8607	86.07%
CYP3A4 inhibition	-	0.7281	72.81%
CYP2C9 inhibition	-	0.5363	53.63%
CYP2C19 inhibition	-	0.5370	53.70%
CYP2D6 inhibition	-	0.9083	90.83%
CYP1A2 inhibition	-	0.6065	60.65%
CYP2C8 inhibition	-	0.5603	56.03%
CYP inhibitory promiscuity	+	0.6030	60.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6800	68.00%
Carcinogenicity (trinary)	Non-required	0.6059	60.59%
Eye corrosion	-	0.9096	90.96%
Eye irritation	-	0.8481	84.81%
Skin irritation	-	0.7866	78.66%
Skin corrosion	-	0.9060	90.60%
Ames mutagenesis	-	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7121	71.21%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	+	0.6337	63.37%
skin sensitisation	+	0.4896	48.96%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.7000	70.00%
Nephrotoxicity	-	0.6700	67.00%
Acute Oral Toxicity (c)	III	0.6601	66.01%
Estrogen receptor binding	-	0.6272	62.72%
Androgen receptor binding	-	0.5903	59.03%
Thyroid receptor binding	-	0.5507	55.07%
Glucocorticoid receptor binding	+	0.5808	58.08%
Aromatase binding	-	0.6365	63.65%
PPAR gamma	-	0.7135	71.35%
Honey bee toxicity	-	0.8480	84.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5245	52.45%
Fish aquatic toxicity	+	0.9968	99.68%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.55%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	95.15%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	94.65%	90.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.76%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.94%	94.45%
CHEMBL3359	P21462	Formyl peptide receptor 1	89.15%	93.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.37%	96.00%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.89%	97.21%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.12%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.62%	86.33%
CHEMBL255	P29275	Adenosine A2b receptor	84.04%	98.59%
CHEMBL4227	P25090	Lipoxin A4 receptor	81.88%	100.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.79%	99.17%

Plants that contains it

• Cota tinctoria

Cross-Links

• PubChem: 163188281
• LOTUS: LTS0213075
• wikiData: Q105155878